Cheap Vacations in Waikoloa

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3-night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Price was $1,385, price is now $1,111 per person
$1,111
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Price was $2,731, price is now $1,754 per person
$1,754
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Price was $1,774, price is now $1,421 per person
$1,421
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Fairmont Orchid Gold Experience

Fairmont Orchid Gold Experience

5 out of 5
Price was $2,903, price is now $2,361 per person
$2,361
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach

Hilton Pool Pass Luxe Waikoloa Villa Walk to Beach

4 out of 5
Price was $1,918, price is now $1,571 per person
$1,571
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $1,751, price is now $1,443 per person
$1,443
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Hilton Pool Pass Kolea - Luxe Penthouse

Hilton Pool Pass Kolea - Luxe Penthouse

4 out of 5
Price was $2,427, price is now $2,010 per person
$2,010
per person
May 28 - May 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
Price was $1,338, price is now $1,113 per person
$1,113
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Price was $1,842, price is now $1,566 per person
$1,566
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
Price was $1,343, price is now $1,142 per person
$1,142
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Paniolo Greens At Waikoloa

Paniolo Greens At Waikoloa

3 out of 5
Price was $1,308, price is now $1,122 per person
$1,122
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Holua Resort

Holua Resort

3.5 out of 5
Price was $1,308, price is now $1,135 per person
$1,135
per person
Jun 18 - Jun 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)

4-night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $1,064, price is now $856 per person
$856
per person
Jun 4 - Jun 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Save 100% on your flight
Price was $1,760, price is now $1,167 per person
$1,167
per person
Jun 4 - Jun 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Kailua-Kona (KOA)
Mauna Lani, Auberge Collection

Mauna Lani, Auberge Collection

5 out of 5
Save 100% on your flight
Price was $3,065, price is now $2,033 per person
$2,033
per person
Jun 4 - Jun 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Price was $1,385, price is now $1,024 per person
$1,024
per person
May 28 - Jun 1
found 19 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Price was $1,620, price is now $1,201 per person
$1,201
per person
Jun 4 - Jun 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Kailua-Kona (KOA)
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
Price was $1,294, price is now $998 per person
$998
per person
Jun 4 - Jun 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Kailua-Kona (KOA)
Fairway Villas Waikoloa by OUTRIGGER

Fairway Villas Waikoloa by OUTRIGGER

4 out of 5
Price was $1,599, price is now $1,233 per person
$1,233
per person
Jun 4 - Jun 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $2,073, price is now $1,607 per person
$1,607
per person
Jun 4 - Jun 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Kailua-Kona (KOA)
Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Price was $1,315, price is now $1,020 per person
$1,020
per person
May 28 - Jun 1
found 19 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Kailua-Kona (KOA)
Castle Hali'i Kai at Waikoloa

Castle Hali'i Kai at Waikoloa

4 out of 5
Price was $1,952, price is now $1,580 per person
$1,580
per person
Jun 4 - Jun 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Kailua-Kona (KOA)
Kona Reef, A Raintree Vacation Club Resort

Kona Reef, A Raintree Vacation Club Resort

3 out of 5
Price was $1,972, price is now $1,620 per person
$1,620
per person
Jun 4 - Jun 8
found 17 hours ago
Roundtrip flight included
Austin (AUS) to Kailua-Kona (KOA)
Kohala Coast Vacation Rental by OUTRIGGER

Kohala Coast Vacation Rental by OUTRIGGER

3.5 out of 5
Price was $1,350, price is now $1,110 per person
$1,110
per person
May 28 - Jun 1
found 19 hours ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Kailua-Kona (KOA)

5-night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Gingerhill Farm Retreat

Gingerhill Farm Retreat

3 out of 5
Price was $1,388, price is now $1,100 per person
$1,100
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
Lea Casa at Casa de Emdeko

Lea Casa at Casa de Emdeko

3.5 out of 5
Save 100% on your flight
Price was $1,686, price is now $1,110 per person
$1,110
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Price was $2,090, price is now $1,501 per person
$1,501
per person
Jun 15 - Jun 20
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Price was $1,652, price is now $1,233 per person
$1,233
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Kailua-Kona (KOA)
Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Price was $2,417, price is now $1,813 per person
$1,813
per person
Jun 15 - Jun 20
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Price was $2,413, price is now $1,899 per person
$1,899
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Kailua-Kona (KOA)
Lux Retreat 3BR

Lux Retreat 3BR

3.5 out of 5
Price was $2,626, price is now $2,223 per person
$2,223
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Kailua-Kona (KOA)
Hilton Pool Pass Luxurious Penthouse Oasis

Hilton Pool Pass Luxurious Penthouse Oasis

3 out of 5
Price was $2,050, price is now $1,772 per person
$1,772
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip non-stop flight included
Ontario Intl. Airport (ONT) to Kailua-Kona (KOA)
Kona Makai 2-201

Kona Makai 2-201

3 out of 5
Price was $2,135, price is now $1,901 per person
$1,901
per person
Jun 15 - Jun 20
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Kailua-Kona (KOA)
Waikoloa Colony Villas

Waikoloa Colony Villas

3.5 out of 5
Price was $1,617, price is now $1,453 per person
$1,453
per person
Jun 18 - Jun 23
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)
OUTRIGGER Kona Resort & Spa

OUTRIGGER Kona Resort & Spa

4 out of 5
Price was $1,531, price is now $1,377 per person
$1,377
per person
Jun 15 - Jun 20
found 24 hours ago
Roundtrip flight included
Chicago (CHI) to Kailua-Kona (KOA)
Kona Reef D32

Kona Reef D32

3.5 out of 5
Price was $1,571, price is now $1,427 per person
$1,427
per person
Jun 4 - Jun 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Kailua-Kona (KOA)

6-7 night Waikoloa vacations

Price found within the past 48 hours. Click for updated prices.
Club Wyndham Mauna Loa Village

Club Wyndham Mauna Loa Village

3.5 out of 5
Price was $1,324, price is now $1,086 per person
$1,086
per person
Jun 11 - Jun 17
found 18 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Royal Sea Cliff Kona by OUTRIGGER

Royal Sea Cliff Kona by OUTRIGGER

4 out of 5
Save 100% on your flight
Price was $1,925, price is now $1,361 per person
$1,361
per person
Jun 11 - Jun 17
found 18 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Sea Village

Sea Village

3.5 out of 5
Price was $2,355, price is now $1,673 per person
$1,673
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Club Wyndham Kona

Club Wyndham Kona

3.5 out of 5
Save 100% on your flight
Price was $2,224, price is now $1,627 per person
$1,627
per person
Jun 11 - Jun 17
found 18 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Courtyard by Marriott King Kamehameha's Kona Beach Hotel

Courtyard by Marriott King Kamehameha's Kona Beach Hotel

3.5 out of 5
Price was $1,814, price is now $1,374 per person
$1,374
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Hale Maluhia Country Inn

Hale Maluhia Country Inn

3.5 out of 5
Price was $1,529, price is now $1,172 per person
$1,172
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Waikoloa Beach Marriott Resort & Spa

Waikoloa Beach Marriott Resort & Spa

4.5 out of 5
Save 100% on your flight
Price was $2,830, price is now $2,175 per person
$2,175
per person
Jun 11 - Jun 17
found 18 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Holua Resort

Holua Resort

3.5 out of 5
Price was $1,565, price is now $1,228 per person
$1,228
per person
Jun 11 - Jun 17
found 18 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Fairmont Orchid

Fairmont Orchid

4.5 out of 5
Save 100% on your flight
Price was $2,971, price is now $2,361 per person
$2,361
per person
Jun 11 - Jun 17
found 18 hours ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Kona Coast Resort

Kona Coast Resort

3.5 out of 5
Price was $1,621, price is now $1,307 per person
$1,307
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
Royal Kona Resort

Royal Kona Resort

4 out of 5
Price was $1,706, price is now $1,397 per person
$1,397
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)
PACIFIC 19 Kona

PACIFIC 19 Kona

3.5 out of 5
Price was $1,616, price is now $1,328 per person
$1,328
per person
Jun 1 - Jun 7
found 1 day ago
Roundtrip non-stop flight included
Austin (AUS) to Kailua-Kona (KOA)

Flight deals to Waikoloa

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, May 13 - Thu, May 14
HNL
Oahu
KOA
Kona Coast
$123 Roundtrip, found 6 days ago
$123
Roundtrip
found 6 days ago
Select Southwest Airlines flight, departing Wed, May 13 from Oahu to Kona Coast, returning Thu, May 14, priced at $123 found 6 days ago
Wed, May 13 - Thu, May 21
SFO
San Francisco
KOA
Kona Coast
$283 Roundtrip, found 5 days ago
$283
Roundtrip
found 5 days ago
Select United flight, departing Wed, May 13 from San Francisco to Kona Coast, returning Thu, May 21, priced at $283 found 5 days ago
Mon, May 18 - Tue, May 19
LAX
Los Angeles
KOA
Kona Coast
$308 Roundtrip, found 5 days ago
$308
Roundtrip
found 5 days ago
Select Bargain Flight flight, departing Mon, May 18 from Los Angeles to Kona Coast, returning Tue, May 19, priced at $308 found 5 days ago

Top rated hotels for your Waikoloa vacation

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

Hilton Grand Vacations Club Ocean Tower Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Drive Waikoloa HI
6.63 mi from city center
$235 nightly
The price is $279 total per night
$279 total
May 3 - May 4
Total with taxes and fees
When you stay at Hilton Grand Vacations Club Ocean Tower Waikoloa Village in Waikoloa, you'll be by the ocean, within a 15-minute drive of Mauna Lani Beach and Mauna Lani Resort Golf Course.
Pool
Spa
Hilton Grand Vacations Club Kings’ Land Waikoloa

Hilton Grand Vacations Club Kings’ Land Waikoloa

4 out of 5
69-699 Waikoloa Beach Dr Waikoloa HI
5.29 mi from city center
$243 nightly
The price is $288 total per night
$288 total
Apr 29 - Apr 30
Total with taxes and fees
With a stay at Hilton Grand Vacations Club Kings’ Land Waikoloa in Waikoloa, you'll be next to a golf course, just steps from Waikoloa Kings Golf Course and a 3-minute drive from Waikoloa Beach Golf Course.
Pool
Hot Tub
Hilton Waikoloa Village

Hilton Waikoloa Village

4 out of 5
69-425 Waikoloa Beach Dr Waikoloa HI
Free Cancellation
Reserve now, pay when you stay
6.66 mi from city center
$375 nightly
The price is $445 total per night
$445 total
May 7 - May 8
Total with taxes and fees
With a stay at Hilton Waikoloa Village in Waikoloa, you'll be on the beach, within a 15-minute drive of Mauna Lani Resort Golf Course and Waikoloa Beach Golf Course.
Pool
Hot Tub
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Picks

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.